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Synthesis 2024; 56(01): 171-178
DOI: 10.1055/a-2175-1008
DOI: 10.1055/a-2175-1008
paper
Synthesis of Oxindoles via SmI2-Promoted Reduction of 2-Nitrophenylacetic Acids
We gratefully acknowledge the Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions, the Project of Scientific and Technologic Infrastructure of Suzhou (No. SZS201207), and the National Natural Science Foundation of China (No. 21072143) for financial support.
Abstract
The reduction of 2-nitrophenylacetic acids to oxindoles promoted by SmI2 is reported for the first time. This reaction involving the reduction of nitro group proceeds through N–O bond cleavage and direct condensation with the neighboring carboxyl group. From a synthetic point of view, a new method for the synthesis of oxindoles in mild neutral conditions is developed.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2175-1008.
- Supporting Information
Publication History
Received: 16 July 2023
Accepted after revision: 13 September 2023
Accepted Manuscript online:
13 September 2023
Article published online:
24 October 2023
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